EP0015518B1 - Method for immunological analysis of trace components - Google Patents

Method for immunological analysis of trace components Download PDF

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Publication number
EP0015518B1
EP0015518B1 EP80101018A EP80101018A EP0015518B1 EP 0015518 B1 EP0015518 B1 EP 0015518B1 EP 80101018 A EP80101018 A EP 80101018A EP 80101018 A EP80101018 A EP 80101018A EP 0015518 B1 EP0015518 B1 EP 0015518B1
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EP
European Patent Office
Prior art keywords
antibody
antigen
marked
quantitative measurement
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP80101018A
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German (de)
English (en)
French (fr)
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EP0015518A1 (en
Inventor
Yuji C/O Fuji Photo Film Co.Ltd. Mihara
Nobuhito C/O Fuji Photo Film Co.Ltd. Masuda
Shigeo C/O Fuji Photo Film Co.Ltd. Hirano
Nobuo C/O Fuji Photo Film Co.Ltd. Hiratsuka
Takushi C/O Fuji Photo Film Co. Ltd. Miyazako
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Holdings Corp
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Fuji Photo Film Co Ltd
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Filing date
Publication date
Application filed by Fuji Photo Film Co Ltd filed Critical Fuji Photo Film Co Ltd
Publication of EP0015518A1 publication Critical patent/EP0015518A1/en
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Publication of EP0015518B1 publication Critical patent/EP0015518B1/en
Expired legal-status Critical Current

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    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/536—Immunoassay; Biospecific binding assay; Materials therefor with immune complex formed in liquid phase
    • G01N33/537—Immunoassay; Biospecific binding assay; Materials therefor with immune complex formed in liquid phase with separation of immune complex from unbound antigen or antibody
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S436/00—Chemistry: analytical and immunological testing
    • Y10S436/805—Optical property

Definitions

  • fogging agents can be used singly or in combination.
  • the fogging agents can also be employed in the form of a precursor which will form these fogging agents through chemical reaction during development processing.
  • a reaction temperature is generally between -20° and 60°C, preferably -8° and 40°C; a reaction time is generally between 10 mins. and 16 hours; and a reaction pressure is between 1 and 20 atms., preferably an atmospheric pressure. Where materials that tend to be volatile are employed, it will be necessary that the reaction pressure be raised to, e.g., 20 atms. It is preferred that water or a pH buffering solution be employed as a solvent. Organic solvents such as DMF, methylene chloride, etc. are optionally used. These reaction conditions are generally common to those available for chemical decoration of proteins and enzymes and are described in, e.g.
  • Exemplary functional groups of the antigen or antibody which react with the fogging agent(s) include an amino group, an imino group, a hydroxy group, a mercapto group, a carboxy group, a carboxylic acid amido group, etc. These functional groups can inherently present in the antigen or antibody or, alternatively, these groups or compounds containing these groups can be introduced into the antigen or antibody through chemical reaction. Further, these functional groups can be employed singly or in combination.
  • Groups present in the fogging agent that react with the aforesaid functional groups include:
  • the above functional groups for the antigen, antibody or marker can also be activated with carbodiimides (e.g., 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, 1-cyclohexyl-3-(2-morphodinyl-4-ethyl)carbodiimide, N,N'-dicyclohexylcarbodiimide, etc.), isoxazoliums, pseudo bases, active esters (e.g., benzenesulfonic acid hydrosuccinimide ester, etc.), followed by marking the antigen or antibody therewith.
  • carbodiimides e.g., 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, 1-cyclohexyl-3-(2-morphodinyl-4-ethyl)carbodiimide, N,N'-dicyclohexylcarbodiimide, etc.
  • isoxazoliums
  • the amount of the fogging agent(s) used for marking or labelling varies depending upon the antigen(s) or antibody(s) employed and is not critically limited; generally, however, the fogging agent(s) is (are 1 to 700 hundred times that of the antigen or antibody, preferably 1 to 100 times, same basis.
  • Japan, 25, 214 (1952) (generally referred to as a hydrazine decomposition method in the art), H. Matuo, U. Fujimoto and T Tatuno, Biochem. Biophs. Res. Communication, 22, 69 (1966) (a tritium marking method), etc. Further, details of these terminal determination methods are also given as a review in S.B. Needleman, PROTEIN SEQUENCE DETERMINATION, published Springer Verlag (Berlin), 1975.
  • Specific examples of methods for bringing the fogging agent combined with the antigen or antibody or with the antigen-bound antibody into contact with the silver halide(s) include dropping the aforesaid substances onto the surface of an emulsion containing silver halide(s), dropping the aforesaid substances onto an emulsion solution containing silver halide(s), or other methods of contacting the aforesaid substances with the surface of an emulsion containing silver halide(s), etc. Of these methods, dropping the aforesaid substances into the surface of an emulsion containing silver halide(s) is preferred.
  • the silver halide(s) fogged by these methods or emulsions containing such silver halide(s) can be, depending upon necessity, coated onto a support such as paper, cellulose acetate, polyester, etc.
  • Trace components which can be measured by the methods of this invention typically include trace components in the living body, but drugs, in addition thereto, can also be measured.
  • trace components include peptide hormones (e.g., insulin, glucagon, parathyroid, hormone, carcitonin, erythropoetin, secretin, cholecystokinin, gastrin, angiotensin II, vosopressin, oxytocin, melanin, cell-stimulating hormone, adrenal cortex stimulating hormone, thyroid stimulating hormone, growth hormone, prolactin, corpus luteum stimulating hormone, follicle stimulating hormone); non-peptide hormones (e.g., steroid hormones such as glucocorticoid, aldosterone, adrenergic androgene, estrogene, progesterone, testosterone); other hormines such as thyroid hormones (e.g., thyroxin, triiodothyronine), cortisol, estriol, adrenalin, noradrenalin, melatonin, acetylcholine; enzymes such as C,-esterase, al
  • silver halides employed in the invention include, silver chloride, silver chlorobromide, silver bromide, silver iodobromide, silver chloroiodobromide, silver chloroiodide, silver iodide, etc.
  • silver halides can be emulsions dispersed or suspended in a hydrophilic colloid binder solution or can be supported on a support without any binder (e.g., a silver halide layer can be directly formed on a support by vacuum deposition, etc.).
  • Silver halide(s) contained in a photographic emulsion used in the present invention can be prepared in a conventional manner, e.g., by a single jet method, a double jet method, or a combination thereof.
  • Useful preparation methods of silver halide emulsions are described in, e.g., Trivelli and Smith, The Photographic Journal, vol. 79, pp. 330-338 (1939), C.E.K. Mees, The Theory of the Photographic Process, published by MacMillan, Glafkides, Photographic Chemistry, Vol. I, pp. 327-336, published by Fountain Press, etc.
  • the grain size of the silver halide(s) in an emulsion employed in this invention is conventional or smaller; it is thus generally preferred that the average grain diameter be 0.04 to 8 microns (measurement by the projected area method).
  • chemical sensitizers include sulfur sensitizers such as allylthio carbamide, thiourea, sodium thiosulfate cystine, etc.; noble metal sensitizers such as potassium chloroaurate aurous thiosulfate, potassium chloropalladate, etc.; reduction sensitizers such as stannous chloride, phenylhydrazine, reductone, etc.; polyoxyethylene derivatives as described in British Patent 981,470, Japanese Patent Publication 31-6475 and U.S. Patent 2,716,062, etc.; polyoxypropylene derivatives, quaternary ammonium-containing derivatives, etc.
  • sulfur sensitizers such as allylthio carbamide, thiourea, sodium thiosulfate cystine, etc.
  • noble metal sensitizers such as potassium chloroaurate aurous thiosulfate, potassium chloropalladate, etc.
  • reduction sensitizers such as stannous chloride, phenylhydrazine
  • Silver halide emulsion employed in this invention can contain conventional antifoggants and stabilizers. From an aspect of improving contrast of the labelled and thus fogged area to the unlabelled and thus non-fogged area, the use of antifoggants is desired. That is, the fogging agent bound to an antigen or antibody is dropped onto a limited area of photographic elements and thus cause fog at the limited area; accordingly, it is desired that the background or non-fogged areas be not fogged, and such is effected by incorporating antifoggants into silver halide emulsions, in general.
  • specific antifoggants and stabilizers include thiazolium salts as described in U.S.
  • Silver halide emulsions used in this invention can also contain, if desired, one or more developing agents (e.g., hydroquinones, catechols, aminophenols, 3-pyrazolidones, ascorbic acid or derivatives thereof, reductones, phenylenediamines, etc.), or combination of these developing agents.
  • the developing agents can be incorporated into a light sensitive emulsion and/or other suitable layers of a photographic element.
  • the developing agents can be incorporated therein using a suitable solvent or in the form of a dispersion as described in U.S. Patent 2,592,368 or French Patent 1,515,778.
  • Silver halide emulsions employed in this invention can also contain, if desired, coating aids such as saponin, alkyl aryl sulfonates as described in U.S. Patent 2,600,831, etc.; amphoteric compounds as described in U.S. Patent 3,133,816, etc. and can further contain antistatic agents, plasticizers, fluorescent whitening agents, developing accelerating agents, air antifogging agents, color toning agents, etc.
  • coating aids such as saponin, alkyl aryl sulfonates as described in U.S. Patent 2,600,831, etc.
  • amphoteric compounds as described in U.S. Patent 3,133,816, etc.
  • antistatic agents such as saponin, alkyl aryl sulfonates as described in U.S. Patent 2,600,831, etc.
  • amphoteric compounds as described in U.S. Patent 3,133,816, etc.
  • antistatic agents such as saponin, alkyl aryl
  • gelatino silver halide emulsions are generally employed but this is not mandatory.
  • gelatin substances that do not adversely affect light sensitive silver halides such as albumin, agar, gum arabic, alginic acid, acylated gelatin (e.g., phthalated gelatin, malonated gelatin, etc.), hydrophilic polymers such as polyvinyl alcohol, polyvinylpyrrolidone, polyacrylamide, polystyrene sulfonic acid, cellulose compounds (e.g., hydroxyethyl cellulose, carboxymethyl cellulose, dextrin etc.), water-soluble starch, etc., can be used. Further, combinations thereof can be used.
  • Photographic emulsion layers of photographic light sensitive materials which can be used in this invention can contain color image-forming couplers, that is, compounds capable of forming dyes by reaction with the oxidation product of an aromatic amine (normally a primary amine) developing agent (hereafter referred to as a coupler). It is preferred that the coupler be non-diffusible and comprise a hydrophobic group(s) called a ballast group(s) in the molecule thereof.
  • the couplers can be either four- equivalent or two-equivalent to silver ions.
  • the photographic emulsion layers can also contain colored couplers having a color correction effect or couplers releasing a development inhibitor upon development (DIR couplers).
  • the couplers can also be couplers where the product of coupling reaction is colorless.
  • yellow color-forming couplers known open chain ketomethylene type couplers can be used. Of these, benzoylacetanilide type and pivaloyl acetanilide type compounds are preferred. Specific examples of yellow-color-forming couplers are described in U.S. Patents 2,875,057, 3,265,506, 3,408,194, 3,551,155, 3,582,322, 2,725,072 and 3,891,445, West German Patent 1,547,868, West German Patent Applications (OLS) 2,219,917, 2,261,361 and 2,414,006, British Patent 1,425,020, Japanese Patent Publication 51010783, Japanese Patent Applications Laid Open (OPI) Nos. 47-26133, 48-73147, 51-1026366, 50-6341, 50-123342, 60-130442, 50-21827, 50-87650, 52-82424 and 52-115219, etc.
  • OPI Japanese Patent Applications Laid Open
  • magenta color-forming couplers As magenta color-forming couplers, pyrazolone type compounds, indazolone type compounds, cyanoacetyl compounds, etc. are preferred and of this, pyrazolone type compounds are particularly preferred.
  • magenta color-forming couplers which can be employed are those described in U.S. Patents 2,600,788, 2,983,608, 3,062,653, 3,127,269, 3,311,476, 3,419,391, 3,519,429, 3,558,319, 3,582,322, 3,615,506, 3,834,908 and 3,891,445, West German Patent 1,810,464, West German Patent Application (OLS) Nos.
  • cyan color-forming couplers phenol type compounds naphthol type compounds, etc.
  • Specific examples include those described in U.S. Patents 2,369,929, 2,434,272, 2,474,293, 2,521,908, 2,895,826, 3,034,892, 3,311,476, 3,458,315, 3,476,563, 3,583,971, 3,591,383, 3,767,411 and 4,004,929, West German Patent Applications (OLS) 2,414,830 and 2,454,329, Japanese Patent Application Laid Open (OPI) Nos 48 ⁇ 59838. 51-26034, 48-5055, 51-146828, 52-69624 and 52-90932, etc.
  • OPI Japanese Patent Application Laid Open
  • Compounds releasing development inhibitors with development can also be present in addition to DIR couplers.
  • DIR couplers for example, the compounds described in U.S. Patents 3,297,445 and 3,379,529, West German Patent Application (OLS) 2,417,914 and Japanese Patent Application Laid Open (OPI) Nos. 52-15271 and 53-9116 can be employed.
  • couplers are generally added to an emulsion layer in an amount of 2 x 10- 3 to 5 x 10 -1 mol per 1 mol of silver, preferably 1 x 10- 2 to 5 x 10-' mole, same basis.
  • couplers contain an acid group(s) such as carboxylic acid or sulfonic acid group, they are introduced into the hydrophilic colloid(s) as an aqueous alkaline solution.
  • high boiling point organic solvents can also be employed, and specific examples thereof include those described in, e.g., U.S. Patents 2,322,027, 2,533,514 and 2,835,579; Japanese Patent Publication No..46-23233; U.S. Patent 3,287,134; British Patent 958,441; Japanese Patent Application Laid Open (OPI) No. 47-1031; British Patent 1,222,753; U.S. Patent 3,936,303, Japanese Patent Application Laid Open (OPI) Nos. 51-26037 and 50-82078 U.S.
  • Development processing performed in this invention is conventional. For example, where emulsions are coated onto a support, development can be carried out in accordance with methods conventionally used for photographic development. More specifically methods of development processing conventional photographic films or printing paper, etc., can be employed.
  • development processing performed in this invention is conventional and details thereof are given in L.F. Mason, PHOTOGRAPHIC PROCESSING CHEMISTRY, The Focal Press (1966), T.H. James, THE THEORY OF THE PHOTOGRAPHIC PROCESS, 4th edition, pages 291-334 and pages 373-403 (1977), Macmillion Publishing Co., Inc. (1977). That is, where an emulsion(s) is coated onto a support, development can be carried out in accordance with methods conventionally used for photographic development. More specifically, methods of development processing conventional photographic films or printing paper, etc., can be employed. For example:
  • processings for color reversal films are fundamentally composed of the following steps:
  • the processing compositions should have a pH necessary for development of the emulsion layers and should contain alkali in an amount sufficient to neutralize acids (e.g., hydrogen halides such as hydrogen bromide, carboxylic acids such as acetic acid, etc.) released during various steps for developing and forming dye images.
  • acids e.g., hydrogen halides such as hydrogen bromide, carboxylic acids such as acetic acid, etc.
  • alkali metal or alkaline earth metal salts e.g. lithium hydroxide, sodium hydroxide, potassium hydroxide, a calcium hydroxide dispersion, hydroxylated tetramethyl ammonium, sodium carbonate, trisodium phosphate, diethyl amine, etc., or other amines are illustrative.
  • the alkali is an alkali hydroxide and imparts a pH of at least about 12 at room temperature, more preferably a pH of at least 14.
  • the A-solution was added thereto, followed by reacting for 30 secs. at 4°C and for further 1 hr. at room temperature.
  • the labelled albumin formed was separated using Sephadex G-10 column which had been previously substituted with 0.2 M ammonia water sufficiently.
  • the thus separated labelled albumin was then purified using an ion exchange resin (diethylamino-ethyl cellulose; weakly acidic) to obtain albumin labelled with the fogging agent, of high purity.
  • unlabelled albumin was dissolved in a buffer solution having the same composition as above to obtain standard solutions containing unlabelled albumin in amounts of zero, 5, 10, 20, 40, 80, 160 and 320 ⁇ g/ml, respectively.
  • Each of the standard solutions was than taken in a small test tube in an amount of 100 ⁇ l and a 0.1 M boric acid buffer solution (0.5 ml) of pH 8.6 was added thereto.
  • a support can also be easily chosen by one skilled in the art; but, in general, PET, TAC, paper, etc. are typically used and a thickness ranges from about 50 to about 300 microns.
  • the thus purified marked insulin was taken in a fixed amount and added to a solution containing an unknown concentration of insulin. After mixing and allowing the system to reach equilibrium (allowing the system to stand for 16 hrs at 4°C), 100 ul of anti-gunea pig gamma-G-sheep diluted serum (second antibody, manufactured by Dynabot Radioisotope Co., Ltd.) was added to the system. The mixture was shaken to mix and incubated for 16 hrs. at 4°C. After completion of the incubation, the reaction mixture was subjected to B/F separation by means of centrifugation at 300 rpm for 30 mins.
  • the amount of insulin contained in the solution at unknown concentration was determined.
  • Example c The resulting mixture was separated by gel filtration to obtain the unreacted marked albumin.
  • Example d various solutions having different known concentrations of albumin were prepared. These solutions were reacted with the marked albumin as above, whereafter unreacted marked albumin having various concentrations was separated.

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  • Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Chemical & Material Sciences (AREA)
  • Hematology (AREA)
  • Urology & Nephrology (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Cell Biology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Microbiology (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP80101018A 1979-03-01 1980-02-29 Method for immunological analysis of trace components Expired EP0015518B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP23963/79 1979-03-01
JP2396379A JPS55116258A (en) 1979-03-01 1979-03-01 Microimmunoassay method

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Publication Number Publication Date
EP0015518A1 EP0015518A1 (en) 1980-09-17
EP0015518B1 true EP0015518B1 (en) 1983-07-20

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US (1) US4331444A (enrdf_load_stackoverflow)
EP (1) EP0015518B1 (enrdf_load_stackoverflow)
JP (1) JPS55116258A (enrdf_load_stackoverflow)
DE (1) DE3064185D1 (enrdf_load_stackoverflow)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5647761A (en) * 1979-09-27 1981-04-30 Fuji Photo Film Co Ltd Laminated analyzing piece and immunity analyzing method using the same
NL8000173A (nl) * 1980-01-11 1981-08-03 Akzo Nv Toepassing van in water dispergeerbare, hydrofobe kleurstoffen als label in immunochemische testen.
EP0047470B1 (en) * 1980-09-02 1985-04-24 Fuji Photo Film Co., Ltd. Method for immunochemical measurement
JPS5745460A (en) * 1980-09-02 1982-03-15 Fuji Photo Film Co Ltd Inspection sheet for measuring trace component and inspecting method using said sheet
JPS5747493A (en) * 1980-09-02 1982-03-18 Fuji Photo Film Co Ltd Method of determining a trace amount of enzyme
JPS5745454A (en) 1980-09-02 1982-03-15 Fuji Photo Film Co Ltd Immunochemical measuring method for various minor components
EP0047472B1 (en) * 1980-09-02 1985-04-24 Fuji Photo Film Co., Ltd. Method for immunochemical measurement of trace components
JPS5747494A (en) * 1980-09-02 1982-03-18 Fuji Photo Film Co Ltd Method of determining a trace amount of enzyme
US4746607A (en) * 1985-02-07 1988-05-24 Eastman Kodak Company Use of substituted quinone electron transfer agents in analytical determinations
US4857271A (en) * 1985-02-07 1989-08-15 Eastman Kodak Company Reducible compounds and analytical compositions, elements and methods utilizing same
DE3701099A1 (de) * 1987-01-16 1988-07-28 Bosch Gmbh Robert Zahnradmaschine (pumpe oder motor)
CA1340803C (en) * 1987-03-09 1999-10-26 Janssen Pharmaceutica N.V. Method for depositing metal particles on a marker
JPH01164879U (enrdf_load_stackoverflow) * 1988-05-11 1989-11-17
US5415975A (en) * 1994-05-24 1995-05-16 Minnesota Mining And Manufacturing Company Contrast-promoting agents in graphic arts media
AU2002251449B2 (en) * 2001-03-29 2008-01-31 Cellect Technologies Corp. Methods devices and systems for sorting and separating particles
DE10319572A1 (de) * 2003-04-30 2004-11-25 Kist-Europe Forschungsgesellschaft Mbh Verfahren zur Bestimmung der Konzentration eines Analyten
US20050019214A1 (en) * 2003-07-23 2005-01-27 Eastman Kodak Company Colorable polymeric particles with biological probes
US20050123439A1 (en) * 2003-12-09 2005-06-09 Eastman Kodak Company Device for sensing contaminants
US20050123440A1 (en) * 2003-12-09 2005-06-09 Eastman Kodak Company Sensor for contaminants
EP1962093B1 (en) * 2005-11-25 2013-06-12 Japan Science and Technology Agency Analysis method
JP4920553B2 (ja) * 2006-11-08 2012-04-18 富士フイルム株式会社 イムノクロマトグラフキット
DE202010016196U1 (de) 2010-12-06 2011-03-17 Kunststofftechnik Rodenberg Gmbh Verdrehsicherung

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Publication number Priority date Publication date Assignee Title
NL154600B (nl) * 1971-02-10 1977-09-15 Organon Nv Werkwijze voor het aantonen en bepalen van specifiek bindende eiwitten en hun corresponderende bindbare stoffen.
US4035155A (en) * 1975-10-30 1977-07-12 University Patents, Inc. Method of high speed scintillation autoradiography
IL49685A (en) * 1976-05-31 1978-10-31 Technion Res & Dev Foundation Specific binding assay method for determining the concentration of materials and reagent means therefor

Also Published As

Publication number Publication date
JPS55116258A (en) 1980-09-06
JPS6116024B2 (enrdf_load_stackoverflow) 1986-04-26
US4331444A (en) 1982-05-25
DE3064185D1 (en) 1983-08-25
EP0015518A1 (en) 1980-09-17

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